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Merck
CN

89095

(R)-四氢糠醇

≥98.0% (sum of enantiomers, GC)

别名:

(R)-四氢呋喃甲醇

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关于此项目

经验公式(希尔记法):
C5H10O2
化学文摘社编号:
分子量:
102.13
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
79846
Assay:
≥98.0% (sum of enantiomers, GC)
Form:
liquid
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InChI

1S/C5H10O2/c6-4-5-2-1-3-7-5/h5-6H,1-4H2/t5-/m1/s1

SMILES string

OC[C@H]1CCCO1

InChI key

BSYVTEYKTMYBMK-RXMQYKEDSA-N

assay

≥98.0% (sum of enantiomers, GC)

form

liquid

optical purity

enantiomeric ratio: ≥97:3% (GC)

bp

178 °C (lit.)

density

1.054 g/mL at 20 °C (lit.)

functional group

ether, hydroxyl

Application

(R)-Tetrahydrofurfuryl alcohol can be used:
  • To prepare (R)-tetrahydrofurfuryl aldehyde, which is employed as a building block to synthesize a fragment of pectenotoxin-4.
  • As a starting material to synthesize naftidrofuryl isomers, used as potent 5-hydroxytryptamine 2A receptor antagonists.
  • As a building block for the preparation of (S)-2-tetrahydrofuran methyl ether 6-fluorophenyl ether analog, as an IGF-1R inhibitor.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Eye Irrit. 2

存储类别

10 - Combustible liquids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

法规信息

新产品
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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Optimisation of a 5-[3-phenyl-(2-cyclic-ether)-methyl-ether]-4-aminopyrrolopyrimidine series of IGF-1R inhibitors
Fairhurst RA, et al.
Bioorganic & medicinal chemistry letters, 26(8), 2057-2064 (2016)
Practical access to four stereoisomers of naftidrofuryl and their binding affinity towards 5-hydroxytryptamine 2A receptor
Hao J, et al.
Bioorganic & Medicinal Chemistry Letters, 22(10), 3441-3444 (2012)
Rhodium-catalysed vinyl 1, 4-conjugate addition coupled with Sharpless asymmetric dihydroxylation in the synthesis of the CDE ring fragment of pectenotoxin-4
Richardson MSW, et al.
Chemical Science, 10(25), 6336-6340 (2019)
G Zarnt et al.
Journal of bacteriology, 183(6), 1954-1960 (2001-02-27)
The quinohemoprotein tetrahydrofurfuryl alcohol dehydrogenase (THFA-DH) from Ralstonia eutropha strain Bo was investigated for its catalytic properties. The apparent k(cat)/K(m) and K(i) values for several substrates were determined using ferricyanide as an artificial electron acceptor. The highest catalytic efficiency was
G Zarnt et al.
Applied and environmental microbiology, 63(12), 4891-4898 (1997-12-24)
An organism tentatively identified as Ralstonia eutropha was isolated from enrichment cultures containing tetrahydrofurfuryl alcohol (THFA) as the sole source of carbon and energy. The strain was able to tolerate up to 200 mM THFA in mineral salt medium. The

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